June 29, 2026

#114: WWDC26 — Emails Deleted

Steve is back from a Royal Caribbean cruise to Bermuda just in time for the WWDC26 wrap-up, and Kotaro wastes no time YOLOing onto the macOS beta to demo Siri AI live. Things go sideways fast when Siri deletes Kotaro's Redfin emails instead of listing their subjects, sparking a wide-ranging conversation about what it actually means to ship AI features to everyday users. The Trio also maps out their WWDC-inspired side project plans for the year ahead.## Chapters00:08 Introductions 00:56 Side Quest: Steve's Cruise Adventures 13:23 Transitioning to AI and WWDC Discussions 17:23 WWDC26 Highlights 22:04 Kotaro Beta Tests macOS & Siri AI 24:17 Xcode & macOS UI Changes 27:10 Kotaro Tries Out Siri AI Live 31:26 Siri Deletes Kotaro's Emails! 41:04 Exploring Siri AI and User Experience 43:25 WWDC26 Insights and Future Projects 52:25 Wrap-Up & One More Thing... 52:46 Tag ## Show Notes- Steve returns from a 5-night Royal Caribbean cruise to Bermuda: escape rooms, cliff climbing, 17k daily steps, and the best lasagna of his life.- The Trio catches up on WWDC26 after Steve's cruise delay, covering Siri AI, SwiftUI improvements, and Swift Data's new results observer.- Kotaro has already YOLOd the macOS beta onto his laptop and shares first impressions of the more refined, less opinionated UI.- New Xcode hides your current branch but gains liquid glass segment controls and an AI assistant for identifying dead code.- Kotaro demos Siri AI live: it correctly locates the Rocky statue and renders a map widget, building some initial optimism about Apple's AI integration story.- Siri AI then accidentally deletes Kotaro's Redfin emails when he only asked it to list their subject lines.- Siri also fails the classic "how many Rs in Raspberry?" test on the local on-device model.- Steve worries that mainstream Siri AI shipping on devices like his dad's new MacBook Neo will create a new wave of family tech support nightmares.- Steve plans to add conversational health assistant features to BentoFit; Kotaro wants to vibe-code Fave10 using only Xcode AI tools and port Retro Sparkle to Godot.## Links**WWDC26**Videos: https://developer.apple.com/videos/wwdc2026/**One More Thing**AppJawn LLC: https://appjawn.com/Apps: Clipdish, Mio Vino, Minimalist Meditation Timer**PhillyCocoa:** https://phillycocoa.orgIntro music: "When I Hit the Floor", © 2021 Lorne Behrman. Used with permission of the artist.Music licensed through Soundstripe. Code: RLF9P8ZZ6MPKNOGX

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